Southern Belle in Training

Fashion, Travel & Lifestyle Blog || Est. 2012 || Virginia Beach, VA

December 29, 2017

Winter Airport Outfit + Cutest Luggage EVER.

     Airport and travel style can be tricky, and especially so in the colder months. You don't want to be overdressed, but you don't want to look like a total bum either. In today's blog post I'm sharing an idea for a winter flying outfit, and also talking about my new favorite luggage, which I personally think is the cutest luggage ever. 😉 

Winter Airport Outfit

Travel Outfit with cute luggage

What to Wear to Fly

Tiffany Blue Luggage

Photography by Amanda Rose Photography

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     The way that I dress for flying is highly dependent on three things: my destination, amount of layovers, and most importantly, what time of day my flight leaves at! Obviously if I am flying to a warm weather destination, I'm not going to wear a huge coat and snow boots on the plane. And vice versa, if I'm headed to an equally cold destination, I won't be spotted in warm weather clothing. If I have a brief direct flight, I sometimes do like to dress up for flying. However, a long day of running between multiple airports isn't the time for cute clothing. So the duration of my flights and amount of layovers also determine how I dress! 

      And lastly- what time of day the flight is at! In college, most of my flights home to Maine were evening or late afternoon flights, so I'd have the whole day to get ready. They were also pretty short and easy direct flights, so sometimes I'd enjoy dressing up and looking nice to fly. In the past couple years, I've become more fond of 6 am flights. If you're able to get out of your home area super early, then you have the whole day ahead of you to enjoy your destination, instead of coming in super late at night! However, waking up at 3:30 am for a flight means that I'm no longer putting together cute airport outfits. I want to be comfortable and put together, but something that doesn't require a lot of effort. The outfit that I'm wearing in today's post is exactly the type of thing that I'd wear for a winter 6 am flight! These leggings are very comfortable, and they're under $15! My sneakers are super lightweight and they match a lot of outfits, and nothing beats a sports bra and cute sweatshirt combo for an early flight. 

     I've gotten a ton of questions about this luggage since I debuted it on Instagram during my Kentucky trip earlier this month. I'd had my old luggage set since middle school or high school, and it had been with me through tons of vacations and many moves back and forth from college to home. While it's still in decent condition considering how much I've used it, I knew it was time to treat myself to some shiny new luggage for holiday travels! I've seen certain luggage sets that are popular with other bloggers, but I wanted to find my own unique set. I fell IN LOVE after finding my set! Tiffany Blue is my favorite color, and it couldn't be a more perfect match. It also comes in tons of other fun colors! Two suitcases are included in the set, and they're both spinner suitcases. The suitcase that I brought to Kentucky got slightly scuffed on one of the flights, but I used a Magic Eraser on it when I got home and now it looks brand new again!

      Speaking of flying- this post comes at an appropriate time, as tomorrow I'm flying away for a New Year's weekend trip! Sadly I'm not going somewhere much warmer than New England. I'm leaving negative temperatures in Vermont for... temperatures in the teens. Whooo!! Such warmth- lol! I'm flying out-of-state to visit a high school friend who recently moved away from Maine. It's a crazy story of how we got back in touch that I hope to share soon! Anyways- this trip is going to be a true vacation for me. I'm actually taking a blog social media and blogging break for four days, something I rarely do! But it is much needed, coming out of a very busy few months on both my blog and at my day job. I need some time to decompress and refocus before starting 2018 off strong! I have one more prescheduled blog post that will go up tomorrow, but other then that this is my sign-off for the year. It will be kind of nice to be traveling and not feel the need to Insta-Story/Snapchat/Tweet everything, or lug around my DSLR to take pictures of everything for the blog. Sometimes life is just meant to be lived! 😉 If y'all are really interested in where I'm going, I can do a mini travel guide of sorts in January and talk about where I visited.

     Stay tuned for tomorrow's blog post- my last one of the year and another annual favorite for me to write!

      God Bless,

      xoxo Annaliese 


  1. Love the color of your luggage! That outfit looks super comfy too - very important for flights (esp when they're long)!

  2. Love, love, love this luggage -- it's adorable!! Love your comfy style too.

  3. This luggage is such a beautiful color!

    -xo, Azanique |

  4. That outfit is the perfect mix of comfortable and cute and that luggage is ADORABLE!

  5. I'm used to dressing up for flights since my family usually went on my dad's employee pass, but I've been loving the athleisure trend for flights recently!


  6. I love your suitcase! It's the perfect color and it will be easier to spot if you check your bag.

  7. I love this luggage! The Yeti cup I just got is in the Tiffany Blue color!

  8. Oh my gosh, I always have to plan strategically for my in-flight clothing. Leggings and a sweatshirt are almost always my go-to!

  9. I love the color of your luggage! I definitely want to get a similar one.

  10. OMG that is seriously the cutest luggage ever! I'm in love with the color!

  11. I am loving this cute luggage set and am so glad you had a relaxing trip!

  12. the color of the luggage is gorgeous!

  13. that luggage is adorable and how do you look so cute in yoga pants?! I likeeee can't wear mine IRL because I look like a mess in them no matter what I do haha

  14. New York City hotel is located only a short distance away from Kennedy Airport plus only a couple of minutes away are a number of New York City's most frequented areas.KCI airport hotel

  15. Airport hotels in travel centers could do with a battery of gathering and getting rooms upheld together with an all around prepared business by kc airport


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